Competitive Selection of Conformation Chirality of Water-Soluble Pillar[5]arene Induced by Amino Acid Derivatives.

Yuan Chen,Lulu Fu,Baobao Sun,C. Qian,Ruibing Wang,Juli Jiang,Chen Lin,Jing Ma,Leyong Wang

Published 2020 in Organic Letters

ABSTRACT

The competitive conformation chirality of dynamically racemic water-soluble pillar[5]arene WP5 can be induced by 19 different l-amino acid ethyl ester hydrochlorides. Among them, l-Arg-OEt and 18 other l-amino acid ethyl ester hydrochlorides can induce the opposite-handedness conformation of WP5. This was ascribed to the different binding models with a side-chain moiety or ethyl ester moiety of amino acids toward the cavity of WP5.

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